Saint Alypius, one of the first and finest of Russian iconographers, was a disciple of St Nikon (March 23), and from his youth he lived a life of asceticism at the Kiev Caves monastery. He studied the iconography of the Greek masters, and from the year 1083 beautified the Caves monastery church of the Dormition of the Most Holy Theotokos.
If he learned that in some church the icons had become worn, he took them with him and restored them without charge. If people happened to pay him for his work, he set aside one third to purchase supplies for painting icons, one third as alms for the poor, and the remainder for his own needs.
St Alypius was never famous, and he painted icons only to serve God. He was ordained a hieromonk, and was known for working miracles even in his lifetime. St Alypius healed a Kievan man suffering from leprosy and decay of the body by anointing the wounds of the sick man with the paints he used for the painting of icons. Many of his icons were glorified by miracles, and sometimes angels helped him in the holy task of painting icons.
A certain man of Kiev who had built a church, once gave two monks of the Caves a commission to have icons painted for it. The monks concealed the money and said nothing to St Alypius about it. After waiting a long time for the work to be completed, the man went to the igumen to complain about St Alypius. Only then did they discover that he had not been told of the commission. When they brought the boards provided by the customer, it turned out that beautiful icons had already been painted on them.
When the church was consumed by fire, all of the icons remained unharmed. One of these icons (the Dormition of the Most Holy Theotokos), known as the Vladimir-Rostov Icon (August 15), was taken by Great Prince Vladimir Monomakh (1113-1125) to a church he had built at Rostov.
Another time, when St Alypius lay deathly ill, an angel painted an icon of the Dormition of the Most Holy Theotokos for him. On August 17 (around the year 1114), an angel came to receive the soul of St Alypius, and he was buried in the Near Caves. The first three fingers of St Alypius's right hand were positioned together, and the last two were bent to the palm. It seems that he died while signing himself with the Sign of the Cross.
One of the icons painted by St Alypius survives from the time of Sts Anthony and Theodosius of the Kiev Caves, and is now preserved in the State Tretyakov Gallery. This is the Sven Icon (May 3 and August 17).
A twentieth century icon in the church of the Pskov Caves Monastery of the Dormition depicts St Alypius holding a copy of the "Assuage My Sorrows" Icon of the Most Holy Theotokos (January 25 and October 9).